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$99+ Cheap flights from Connecticut to Winnipeg (YWG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Connecticut to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Connecticut (USCT) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$250
(Kiwi.com)

One-way from

$99
(Kiwi.com)
From Connecticut to Winnipeg
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One-way flight from Connecticut to Winnipeg
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Find flight deals from Connecticut to Winnipeg

Cheapest flights from Connecticut to Winnipeg
Explore the most affordable flight options available from Connecticut to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Mytrip deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/55:30 amEWR - YWG
1 stop10h 38mMultiple Airlines
Wed 3/124:25 pmYWG - EWR
3 stops21h 13mMultiple Airlines
Deal found 1/21$275
This Mytrip deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/56:30 amLGA - YWG
3 stops19h 14mMultiple Airlines
Wed 3/124:25 pmYWG - LGA
3 stops18h 47mMultiple Airlines
Deal found 1/21$298
This Trip.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1510:00 amEWR - YWG
1 stop14h 50mPorter Airlines
Mon 2/245:00 amYWG - EWR
2 stops13h 05mPorter Airlines
Deal found 1/21$341
This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/224:30 pmEWR - YWG
1 stop7h 53mAir Canada
Sat 3/111:55 amYWG - EWR
1 stop6h 50mAir Canada
Deal found 1/21$450
This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/106:00 amLGA - YWG
1 stop6h 18mAir Canada
Wed 2/1211:00 amYWG - LGA
1 stop5h 55mAir Canada
Deal found 1/21$463
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/77:59 amJFK - YWG
2 stops17h 42mMultiple Airlines
Mon 2/106:20 amYWG - JFK
1 stop9h 22mMultiple Airlines
Deal found 1/21$465
This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1910:05 amJFK - YWG
1 stop7h 23mAir Canada
Thu 2/277:30 amYWG - JFK
1 stop6h 38mAir Canada
Deal found 1/21$467
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/111:40 amLGA - YWG
2 stops12h 42mDelta
Sat 11/86:40 amYWG - LGA
2 stops16h 14mDelta
Deal found 1/20$548
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/56:00 amJFK - YWG
1 stop10h 08mDelta
Wed 3/1212:20 pmYWG - JFK
1 stop6h 45mDelta
Deal found 1/21$567
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/286:00 amEWR - YWG
1 stop10h 10mDelta
Tue 11/47:30 amYWG - EWR
1 stop10h 21mDelta
Deal found 1/21$575
This United Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/288:45 amLGA - YWG
1 stop6h 13mUnited Airlines
Mon 3/37:30 amYWG - LGA
2 stops14h 59mUnited Airlines
Deal found 1/21$581
This Mytrip deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/512:59 pmJFK - YWG
3 stops23h 23mWestJet
Wed 3/122:40 pmYWG - JFK
2 stops25h 02mWestJet
Deal found 1/21$698

Find flights from Connecticut to Winnipeg within your budget

Customize your flight search to find flights from Connecticut to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 3/5

5:30 am-3:08 pm

1 stop10h 38m

Winnipeg

Wed 3/12

4:25 pm-2:38 pm

3 stops21h 13m

$275

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 3/5

6:30 am-12:44 am

3 stops19h 14m

Winnipeg

Wed 3/12

4:25 pm-12:12 pm

3 stops18h 47m

$298

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sat 2/15

10:00 am-11:50 pm

1 stop14h 50m

Winnipeg

Mon 2/24

5:00 am-7:05 pm

2 stops13h 05m

$341

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sat 2/22

4:30 pm-11:23 pm

1 stop7h 53m

Winnipeg

Sat 3/1

11:55 am-7:45 pm

1 stop6h 50m

$450

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 2/10

6:00 am-11:18 am

1 stop6h 18m

Winnipeg

Wed 2/12

11:00 am-5:55 pm

1 stop5h 55m

$463

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Fri 2/7

7:59 am-12:41 am

2 stops17h 42m

Winnipeg

Mon 2/10

6:20 am-4:42 pm

1 stop9h 22m

$465

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 2/19

10:05 am-4:28 pm

1 stop7h 23m

Winnipeg

Thu 2/27

7:30 am-3:08 pm

1 stop6h 38m

$467

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 3/5

6:00 am-3:08 pm

1 stop10h 08m

Winnipeg

Wed 3/12

12:20 pm-8:05 pm

1 stop6h 45m

$567

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 2/28

8:45 am-1:58 pm

1 stop6h 13m

Winnipeg

Mon 3/3

7:30 am-11:29 pm

2 stops14h 59m

$581

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 5/12

6:00 am-4:28 pm

1 stop11h 28m

Winnipeg

Fri 5/23

9:00 am-4:47 pm

1 stop6h 47m

$669

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 27 results
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Best time to book a flight from Connecticut to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Connecticut to Winnipeg

Get recent, data-driven insights about flights from Connecticut to Winnipeg including ideal travel times, pricing trends, and more.

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated January 21, 2025.
To help decide which airline to fly from Connecticut to Winnipeg, see what other customers have to say about United Airlines, Air Canada and WestJet. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,521 reviews

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,521 reviews

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Aeromexico
7.5
Good
1,849 reviews
Delta
8.0
Very good
8,521 reviews

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

United Airlines
7.4
Good
8,985 reviews
Delta
8.0
Very good
8,521 reviews

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Winnipeg from Connecticut?

    If you book a flight to Winnipeg from Connecticut, you will be flying to Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 4.6 mi from the center of Winnipeg.

  • What are the cheapest airlines to fly from Connecticut to Winnipeg one-way?

    One-way options have recently been found by users for as low as $181 on Porter Airlines. Other airlines that offer cheap prices include Delta from $195 and Air Canada from $210 one-way.

  • What are the most popular routes from Connecticut to Winnipeg?

    While some choose either New York LaGuardia - Winnipeg or Newark - Winnipeg, New York John F Kennedy Intl - Winnipeg is the most popular route from Connecticut to Winnipeg.

  • Can I find deals for flights from Connecticut to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Connecticut to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Winnipeg.

  • Can I find deals for business class flights from Connecticut to Winnipeg?

    Yes. Cheapflights offers flight deals from Connecticut to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Connecticut to Winnipeg (average of $358). Flying from Connecticut to Winnipeg in February is currently the most expensive (average of $521). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Connecticut to Winnipeg

Discover the top airline that operate flights from Connecticut to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$620Average$886FlexibilityNo cancel feeOn-timeN/A
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